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  2. 1,4-Dioxin - Wikipedia

    en.wikipedia.org/wiki/1,4-Dioxin

    1,4-Dioxin (also referred as dioxin or p-dioxin) is a heterocyclic, organic, non-aromatic [2] compound with the chemical formula C 4 H 4 O 2.There is an isomeric form of 1,4-dioxin, 1,2-dioxin (or o-dioxin). 1,2-Dioxin is very unstable due to its peroxide-like characteristics.

  3. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    An antiaromatic compound may demonstrate its antiaromaticity both kinetically and thermodynamically. As will be discussed later, antiaromatic compounds experience exceptionally high chemical reactivity (being highly reactive is not “indicative” of an antiaromatic compound, it merely suggests that the compound could be antiaromatic).

  4. Aliphatic compound - Wikipedia

    en.wikipedia.org/wiki/Aliphatic_compound

    Aliphatic compounds can be saturated, joined by single bonds , or unsaturated, with double bonds or triple bonds . If other elements ( heteroatoms ) are bound to the carbon chain , the most common being oxygen , nitrogen , sulfur , and chlorine , it is no longer a hydrocarbon, and therefore no longer an aliphatic compound.

  5. Hückel's rule - Wikipedia

    en.wikipedia.org/wiki/Hückel's_rule

    They found that closed-shell compounds were aromatic when they had 2(n + 1) 2 π-electrons, for instance the buckminsterfullerene species C 60 10+. [ 15 ] [ 16 ] In 2011, Jordi Poater and Miquel Solà expanded the rule to open-shell spherical compounds, finding they were aromatic when they had 2 n 2 + 2 n + 1 π- electrons , with spin S = (n ...

  6. Annulene - Wikipedia

    en.wikipedia.org/wiki/Annulene

    Annulenes may be aromatic (benzene, [6]annulene and [18]annulene), non-aromatic ([8] and [10]annulene), or anti-aromatic (cyclobutadiene, [4]annulene). Cyclobutadiene is the only annulene with considerable antiaromaticity, since planarity is unavoidable.

  7. Heptalene - Wikipedia

    en.wikipedia.org/wiki/Heptalene

    It is an unstable, non-planar compound which is non-aromatic. [1] [2] The dianion, however, satisfies Hückel's rule, is thermally stable, and is planar. [3] See also

  8. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    Two different resonance forms of benzene (top) combine to produce an average structure (bottom). In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected by the stabilization of conjugation alone.

  9. Cyclobutadiene - Wikipedia

    en.wikipedia.org/wiki/Cyclobutadiene

    The compound is the prototypical antiaromatic hydrocarbon with 4 pi electrons (or π electrons). It is the smallest [n]-annulene ([4]-annulene).Its rectangular structure is the result of a pseudo [3] - (or second order) Jahn–Teller effect, which distorts the molecule and lowers its symmetry, converting the triplet to a singlet ground state. [4]